Category: 3336-49-0

Chopard, Claude; Bertho, Gildas; Prange, Thierry published the artcile< Naphthalene dioxygenase catalyzed cis-dihydroxylation of bicyclic aza arenes>, Recommanded Product: Isoquinolin-4-ol, the main research area is quinoline isoquinoline phthalazine naphthalene dioxygenase catalyst dihydroxylation biocatalyst enzyme; naphthyridine quinoxaline quinazoline cinnoline naphthalene dioxygenase catalyst dihydroxylation.

The scope of the biotransformation of a series of aza arene compounds by recombinant whole-cells of Escherichia coli JM109(DE3)(pDTG141) expressing the naphthalene dioxygenase system (NDOS) from Pseudomonas sp. NCIB 9616-4 was explored. The present study establishes that several bicyclic aza arenes are good substrates in the NDO-catalyzed reaction, giving cis-dihydrodiol derivatives Monohydroxylated products were also observed (quinolinemethanol, quinolinol, isoquinolinol, isoquinolinemethanol, phthalazinol, cinnolinol, quinazolinol).

RSC Advances published new progress about Aromatic alcohols Role: BPN (Biosynthetic Preparation), BIOL (Biological Study), PREP (Preparation) (aza arene alc. derivatives). 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Recommanded Product: Isoquinolin-4-ol.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zeng, Jia; Lytle, Anna K.; Gage, David; Johnson, Sean J.; Zhan, Jixun published the artcile< Specific chlorination of isoquinolines by a fungal flavin-dependent halogenase>, Related Products of 3336-49-0, the main research area is halogenase Rdc1 Pochonia isoquinoline specific chlorination; chloroisoquinoline biosynthesis halogenase Rdc1 Pochonia.

Rdc2 of Pochonia chlamydosporia is the 1st flavin-dependent halogenase identified from fungi. Based on the reported structure of the bacterial halogenase CmlS, the authors built a homol. model for Rdc2. The model suggested an open substrate binding site that was capable of binding the natural substrate, monocillin II, and possibly other mols. such as 4-hydroxyisoquinoline (I) and 6-hydroxyisoquinoline (II). In vitro and in vivo halogenation experiments confirmed that I and II could be halogenated at the position ortho to the OH group, leading to the synthesis of the chlorinated isoquinolines, 3-chloro-4-hydroxyisoquinoline and 5-chloro-6-hydroxyisoquinoline, resp., which further expanded the spectrum of identified substrates of Rdc2. This work revealed that Rdc2 is a useful biocatalyst for the synthesis of various halogenated compounds

Bioorganic & Medicinal Chemistry Letters published new progress about Pochonia chlamydosporia. 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Related Products of 3336-49-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Guo, Ya-Ru; Wu, Peng-Xiang; Xu, Han-Mei; Qi, Wei-Yan published the artcile< A new 1,5-dihydroxy-4-methoxyisoquinoline from Scolopendra subspinipes mutilans>, Application In Synthesis of 3336-49-0, the main research area is dihydroxymethoxyisoquinoline Scolopendra; Scolopendra subspinipes mutilans ; Cancer; Cytotoxic activities; Isoquinoline alkaloid; Migration.

A new isoquinoline, 1,5-dihydroxy-4-methoxyisoquinoline (1), was obtained from Scolopendra subspinipes mutilans. Compound 1 showed moderate cytotoxicity on tumor cells with IC50 values ranging from 13 to 26 μM against five esophageal squamous cancer cells whereas low cytotoxicity against normal human esophageal epithelial cells. Isoquinoline ring oxidized at C(1), C(4), and C(5) can enhance its cytotoxicity. In addition, compound 1 showed potent inhibitory effect (inhibition rate > 50% at 13 μM) on cell migration in human umbilical vein endothelial cells. This article mainly studies the structure and activity of 1, and more modification of 1 as a potential anticancer agent.

Chemistry & Biodiversity published new progress about Antitumor agents. 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Application In Synthesis of 3336-49-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Kazmi, M. Zain H.; Rygus, Jason P. G.; Ang, Hwee Ting; Paladino, Marco; Johnson, Matthew A.; Ferguson, Michael J.; Hall, Dennis G. published the artcile< Lewis or Bronsted? A Rectification of the Acidic and Aromatic Nature of Boranol-Containing Naphthoid Heterocycles>, Category: isoquinoline, the main research area is aromatic nature Boranol Containing naphthoid heterocycles Lewis Bronsted.

Boron-containing heterocycles are important in a variety of applications from drug discovery to materials science; therefore a clear understanding of their structure and reactivity is desirable to optimize these functions. Although the boranol (B-OH) unit of boronic acids behaves as a Lewis acid to form a tetravalent trihydroxyborate conjugate base, it has been proposed that pseudoarom. hemiboronic acids may possess sufficient aromatic character to act as Bronsted acids and form a boron oxy conjugate base, thereby avoiding the disruption of ring aromaticity that would occur with a tetravalent boronate anion. Until now no firm evidence existed to ascertain the structure of the conjugate base and the aromatic character of the boron-containing ring of hemiboronic “”naphthoid”” isosteres. Here, these questions are addressed with a combination of exptl., spectroscopic, X-ray crystallog., and computational studies of a series of model benzoxazaborine and benzodiazaborine naphthoids. Although these hemiboronic heterocycles are unambiguously shown to behave as Lewis acids in aqueous solutions, boraza derivatives possess partial aromaticity provided their nitrogen lone electron pair is sufficiently available to participate in extended delocalization. As demonstrated by dynamic exchange and crossover experiments, these heterocycles are stable in neutral aqueous medium, and their measured pKa values are consistent with the ability of the endocyclic heteroatom substituent to stabilize a partial neg. charge in the conjugate base. Altogether, this study corrects previous inaccuracies and provides conclusions regarding the properties of these compounds that are important toward the methodical application of hemiboronic and other boron heterocycles in catalysis, bioconjugation, and medicinal chem.

Journal of the American Chemical Society published new progress about Aromaticity. 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Jiang, Xingjun; He, Jianbo; Chen, Hongli; Yang, Weiqing; Zhang, yuanyuan; Ma, Menglin published the artcile< Copper-catalyzed hydrolysis of bromoisoquinolines: preparation of hydroxyisoquinolines>, HPLC of Formula: 3336-49-0, the main research area is hydroxyisoquinoline preparation; bromoisoquinoline copper catalyst hydrolysis.

A complex phenomenon was observed in the process of preparing hydroxyisoquinoline through copper-catalyzed hydrolysis of bromoisoquinoline. The copper (II) complexes of hydroxyisoquinoline (L2Cu.5H2O) were characterized by high resolution mass spectra, thermogravimetric anal., IR, 1H NMR (NMR), and 2D-NMR. The Cu (II) complexes were mononuclear and coordinated with oxygen and nitrogen atom of two hydroxyisoquinoline and five water mols. in which a strong hydrogen bond was present. Two optimized methods were studied to prevent the formation of copper (II) complexes. The isoquinoline with 4, 5, 6, 7, and 8 hydroxyl substitutions were successfully prepared by copper-catalyzed hydrolysis of corresponding bromoisoquinoline and then workup by sodium sulfide or adjusted pH by dry ice or carbon dioxide gas.

Indian Journal of Heterocyclic Chemistry published new progress about Hydrolysis. 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, HPLC of Formula: 3336-49-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Chopard, Claude; Bertho, Gildas; Prange, Thierry published the artcile< Naphthalene dioxygenase catalyzed cis-dihydroxylation of bicyclic aza arenes>, Related Products of 3336-49-0, the main research area is quinoline isoquinoline phthalazine naphthalene dioxygenase catalyst dihydroxylation biocatalyst enzyme; naphthyridine quinoxaline quinazoline cinnoline naphthalene dioxygenase catalyst dihydroxylation.

The scope of the biotransformation of a series of aza arene compounds by recombinant whole-cells of Escherichia coli JM109(DE3)(pDTG141) expressing the naphthalene dioxygenase system (NDOS) from Pseudomonas sp. NCIB 9616-4 was explored. The present study establishes that several bicyclic aza arenes are good substrates in the NDO-catalyzed reaction, giving cis-dihydrodiol derivatives Monohydroxylated products were also observed (quinolinemethanol, quinolinol, isoquinolinol, isoquinolinemethanol, phthalazinol, cinnolinol, quinazolinol).

RSC Advances published new progress about Aromatic alcohols Role: BPN (Biosynthetic Preparation), BIOL (Biological Study), PREP (Preparation) (aza arene alc. derivatives). 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Related Products of 3336-49-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zeng, Jia; Lytle, Anna K.; Gage, David; Johnson, Sean J.; Zhan, Jixun published the artcile< Specific chlorination of isoquinolines by a fungal flavin-dependent halogenase>, Category: isoquinoline, the main research area is halogenase Rdc1 Pochonia isoquinoline specific chlorination; chloroisoquinoline biosynthesis halogenase Rdc1 Pochonia.

Rdc2 of Pochonia chlamydosporia is the 1st flavin-dependent halogenase identified from fungi. Based on the reported structure of the bacterial halogenase CmlS, the authors built a homol. model for Rdc2. The model suggested an open substrate binding site that was capable of binding the natural substrate, monocillin II, and possibly other mols. such as 4-hydroxyisoquinoline (I) and 6-hydroxyisoquinoline (II). In vitro and in vivo halogenation experiments confirmed that I and II could be halogenated at the position ortho to the OH group, leading to the synthesis of the chlorinated isoquinolines, 3-chloro-4-hydroxyisoquinoline and 5-chloro-6-hydroxyisoquinoline, resp., which further expanded the spectrum of identified substrates of Rdc2. This work revealed that Rdc2 is a useful biocatalyst for the synthesis of various halogenated compounds

Bioorganic & Medicinal Chemistry Letters published new progress about Pochonia chlamydosporia. 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Hartung, Ryan E.; Wall, Mark C.; Lebreton, Sylvain; Smrcina, Martin; Patek, Marcel published the artcile< Selectivity of N- versus O-alkylation in Mitsunobu reactions with various quinolinols and isoquinolinols>, Category: isoquinoline, the main research area is quinolinol alc chemoselective Mitsunobu alkylation; isoquinolinol alc chemoselective Mitsunobu alkylation.

Reacting quinolinols and isoquinolinols under Mitsunobu conditions could give rise to N-alkylated products in addition to the normally desired O-alkylated structures. An in-depth study of how the solvent, reagent equivalent, position of the quinoline/isoquinoline nitrogen and type of reacting aliphatic alc. employed affected the ratio of N- vs. O-alkylation was described.

Heterocyclespublished new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Category: isoquinoline.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Molloy, John J.; Clohessy, Thomas A.; Irving, Craig; Anderson, Niall A.; Lloyd-Jones, Guy C.; Watson, Allan J. B. published the artcile< Chemoselective oxidation of aryl organoboron systems enabled by boronic acid-selective phase transfer>, Safety of Isoquinolin-4-ol, the main research area is aryl organoboron compound chemoselective oxidation selective phase transfer; diboronic acid chemoselective oxidation selective phase transfer.

The authors report the direct chemoselective Brown-type oxidation of aryl organoboron systems containing two oxidizable B groups. Basic biphasic reaction conditions enable selective formation and phase transfer of a boronic acid trihydroxyboronate in the presence of boronic acid pinacol (BPin) esters, while avoiding speciation equilibrium Spectroscopic studies validate a base-promoted phase-selective discrimination of organoboron species. This phenomenon is general across a broad range of organoboron compounds and can also be used to invert conventional protecting group strategies, enabling chemoselective oxidation of BMIDA species over normally more reactive BPin substrates. The authors also demonstrate the selective oxidation of diboronic acid systems with chemoselectivity predictable a priori. The utility of this method is exemplified through the development of a chemoselective oxidative nucleophile coupling.

Chemical Sciencepublished new progress about Arylboronic acids Role: PEP (Physical, Engineering or Chemical Process), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), PROC (Process), RACT (Reactant or Reagent), PREP (Preparation). 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Safety of Isoquinolin-4-ol.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Fier, Patrick S.; Maloney, Kevin M. published the artcile< Reagent Design and Ligand Evolution for the Development of a Mild Copper-Catalyzed Hydroxylation Reaction>, Quality Control of 3336-49-0, the main research area is aryl halide oxime copper dicarboxamide hydroxylation catalyst; phenol preparation; dicarboxamide preparation hydroxylation ligand.

Parallel synthesis and mass-directed purification of a modular ligand library, high-throughput experimentation, and rational ligand evolution have led to a novel copper catalyst for the synthesis of phenols with a traceless hydroxide surrogate. The mild reaction conditions reported here enable the late-stage synthesis of numerous complex, druglike phenols.

Organic Letterspublished new progress about Amides Role: CAT (Catalyst Use), SPN (Synthetic Preparation), USES (Uses), PREP (Preparation) (di-). 3336-49-0 belongs to class isoquinoline, and the molecular formula is C9H7NO, Quality Control of 3336-49-0.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem